THE SYNTHESIS OF THE 1-CARBAPENEM ANTIBIOTIC (+/-)-PS-5 AND ITS 6-EPI ANALOG

被引:26
作者
HATANAKA, M
NITTA, H
ISHIMARU, T
机构
关键词
D O I
10.1016/S0040-4039(01)80262-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:2387 / 2390
页数:4
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[31]   Asymmetric radical cyclization leading to beta-lactams: Stereoselective synthesis of chiral key intermediates for carbapenem antibiotics PS-5 and thienamycin [J].
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OKAMOTO, R ;
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LEIN, J .
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